4-(2-methylpropyl)pyrrolidin-2-one

• ChemBase ID: 58131
• Molecular Formular: C8H15NO
• Molecular Mass: 141.2108
• Monoisotopic Mass: 141.11536411
• SMILES: C1C(CC(=O)N1)CC(C)C
• Canonical SMILES: CC(CC1CNC(=O)C1)C
• InChI: InChI=1S/C8H15NO/c1-6(2)3-7-4-8(10)9-5-7/h6-7H,3-5H2,1-2H3,(H,9,10)
• InChIKey: GUGXRXLTTHFKHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-methylpropyl)pyrrolidin-2-one
• IUPAC Traditional name: 4-(2-methylpropyl)pyrrolidin-2-one
• Synonyms: 4-Isobutylpyrrolidin-2-one; 4-isobutyl-2-pyrrolidinone; 4-(2-Methylpropyl)-2-pyrrolidinone; 4-Isobutyl-2-pyrrolidinone (pregabalin lactam impurity); 4-(2-methylpropyl)pyrrolidin-2-one

Database IDs

• CAS Number: 61312-87-6
• MDL Number: MFCD09864501
• PubChem SID: 162062894
• PubChem CID: 16101323

CALCULATED PROPERTIES

• Acid pKa: 15.113012
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.9615199
• LogD (pH = 7.4): 0.96151996
• Log P: 0.96151996
• Molar Refractivity: 40.4801 cm^3
• Polarizability: 15.942945 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Oil
• Hydrophobicity(logP): 1.003

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - I786500

Pregabalin (P704800) intermediate.

REFERENCES

• Taylor, C.P., at al.: Epilepsy Res., 14, 11 (1993)
• Field, M.J., et al.: Pain, 80, 391 (1999)